| Date | From | To | Departure | Arrival | Status | |
|---|---|---|---|---|---|---|
| Jan 01 | DAL | MDW | 19:06 | 20:51 |
Landed
|
Track > |
| Dec 25 | DAL | MDW | 18:46 | 20:32 |
Landed
|
Track > |
| Dec 17 | DAL | MDW | 20:22 | 22:15 |
Delayed
|
Track > |
| Dec 16 | DAL | MDW | 20:30 | 22:11 |
Delayed
|
Track > |
| Dec 15 | DAL | MDW | 19:12 | 21:06 |
Landed
|
Track > |
| Dec 11 | DAL | MDW | 19:25 | 21:10 |
Landed
|
Track > |
| Dec 10 | DAL | MDW | 19:02 | 20:57 |
Landed
|
Track > |
| Dec 09 | DAL | MDW | 20:09 | 21:52 |
Delayed
|
Track > |
| Dec 08 | DAL | MDW | 18:52 | 20:40 |
Landed
|
Track > |
| Dec 05 | DAL | MDW | 20:36 | 22:20 |
Delayed
|
Track > |
Southwest Airlines Flight WN1414 connects Dallas, United States to Chicago, United States, taking off from Dallas Love Field Airport DAL and landing at Chicago Midway International Airport MDW.
How long is the WN1414 flight from Dallas to Chicago?
The average flight time from Dallas to Chicago is 1 hour and 47 minutes. The flight distance is 1277 km / 794 miles and the average flight speed is 715 km/h / 444 mph.
What is the On-Time Performance (OTP) of Southwest Airlines Flight WN1414 Dallas to Chicago?
The Airportia On-Time Performance Rating for Southwest Airlines Flight WN1414 is 4.5/5 stars. This metric is calculated using data from the past 10 flights.
When was the latest WN1414 flight?
The latest flight took off on Friday, January 2nd, 2026 with the flight status being Landed on 20:51.
How else can the flight WN1414 be referenced as?
This Southwest Airlines flight can also be referenced as SWA1414, WN 1414, SWA 1414.
How often is flight WN1414 delayed?
On average, 70% of all WN1414 flights are delayed. The average delay is 42 minutes.
Can I get compensation for my delayed or cancelled WN1414 flight or baggage issues?
If your WN1414 flight was cancelled, delayed, or if you experienced baggage issues such as delayed, damaged, or lost bags, you may be entitled to compensation. Compensation amounts and eligibility depend on various regulations, including EC 261/2004, UK261, CA Montreal Convention, US GoodWill, BR-ANAC, SA-GACA and TK-SHY.
See our WN1414 Flight Tracker above for more details.
Other flights departing from Dallas DAL: WN2326, WN2149, WN2235, WN2267
Other flights arriving at Chicago MDW: WN1454, WN3221, WN1394, WN685
All flights connecting Dallas DAL to Chicago MDW.